The Royals, circa 1989

I was sitting at work yesterday, and either inspired by the ubiquitous Tommy Hilfiger ad or by a fellow commuter on the subway, I had a vision... of plaid trouser shorts.

Image via Style.com

And then I had a thought. (Off tangent, but starting a sentence with "and then I had a thought" has me pretending that I'm Carrie Bradshaw, sitting in my underwear in my rent controlled apartment, comparing men to handbags. Back on tangent.) What did plaid trouser shorts remind me of? I couldn't put my finger on it, but as many a pedophile has done before me, I typed "British school boys" into Google images, and came across the following photo:

Image via Google

Which subsequently reminded me of a picture I had seen in People magazine circa the royal wedding hysteria. Namely, this one:

Image via Google

And upon looking at this picture, I'm convinced that there is no better September outfit than one that vaguely resembles the school uniform of a British royal.

Band of Outsiders Wool Bermuda Shorts, Uniqlo V-Neck Sweater, L.L. Bean Cotton Socks, Marni Patent Leather Loafers, Barbour Bedale Jacket, J. Crew Colorblock Wool Cap